Green Phosphors Based on 9,10-bis((4-((3,7-dimethyloctyl)oxy) Phenyl) Ethynyl) Anthracene for LED

Overview

Journal Micromachines (Basel)

Publisher MDPI

Date 2019 Oct 18

PMID 31618987

Authors

Xuefeng Ren

Hai Song

Jing Xiao

Hui-Juan Yu

Chi-Fang Peng

Guang Shao

Affiliations

Soon will be listed here.

Abstract

An anthracene aromatic unit was introduced into the phenylethynyl structure by a rigid acetylene linkage at the C-9 and C-10 positions via Sonogashira coupling reactions, resulting in a planar and straight-backbone molecule (9,10-bis((4-((3,7-dimethyloctyl)oxy) phenyl) ethynyl) anthracene) (BPEA). Thermogravimetric analysis demonstrated the good thermal stability of the BPEA. Photoluminescence analysis showed that a suitable expanded π-conjugation in the BPEA made its excitation band extend into the visible region, and an intense green emission was observed under blue-light excitation. A bright green light-emitting diode with an efficiency of 18.22 lm/w was fabricated by coating the organic phosphor onto a 460 nm-emitting InGaN chip. All the results indicate that BPEA is a useful green-emitting material which is efficiently excited by blue light, and therefore, that it could be applied in many fields without UV radiation.

References

Hill E, Goswami S, Evans D, Schanze K, Whitten D . Photochemistry of a Model Cationic p-Phenylene Ethynylene in Water. J Phys Chem Lett. 2015; 3(10):1363-8. DOI: 10.1021/jz3004427. View

Li Y, Gecevicius M, Qiu J . Long persistent phosphors--from fundamentals to applications. Chem Soc Rev. 2016; 45(8):2090-136. DOI: 10.1039/c5cs00582e. View

Nakanishi W, Hitosugi S, Piskareva A, Shimada Y, Taka H, Kita H . Disilanyl double-pillared bisanthracene: a bipolar carrier transport material for organic light-emitting diode devices. Angew Chem Int Ed Engl. 2010; 49(40):7239-42. DOI: 10.1002/anie.201002432. View

Du C, Ye S, Liu Y, Guo Y, Wu T, Liu H . Fused-seven-ring anthracene derivative with two sulfur bridges for high performance red organic light-emitting diodes. Chem Commun (Camb). 2010; 46(45):8573-5. DOI: 10.1039/c0cc04147e. View

Tlach B, Tomlinson A, Bhuwalka A, Jeffries-El M . Tuning the optical and electronic properties of 4,8-disubstituted benzobisoxazoles via alkyne substitution. J Org Chem. 2011; 76(21):8670-81. DOI: 10.1021/jo201078w. View

Lee J, Chen H, Batagoda T, Coburn C, Djurovich P, Thompson M . Deep blue phosphorescent organic light-emitting diodes with very high brightness and efficiency. Nat Mater. 2015; 15(1):92-8. DOI: 10.1038/nmat4446. View

Nemitz W, Fulmek P, Nicolics J, Reil F, Wenzl F . On the determination of the temperature distribution within the color conversion elements of phosphor converted LEDs. Sci Rep. 2017; 7(1):9964. PMC: 5577217. DOI: 10.1038/s41598-017-10114-6. View

Tan Z, Saberi Moghaddam R, Lai M, Docampo P, Higler R, Deschler F . Bright light-emitting diodes based on organometal halide perovskite. Nat Nanotechnol. 2014; 9(9):687-92. DOI: 10.1038/nnano.2014.149. View

Shao G, Yu H, Zhang N, He Y, Feng K, Yang X . Synthesis and photophysical properties of europium(III)-β-diketonate complexes applied in LEDs. Phys Chem Chem Phys. 2013; 16(2):695-702. DOI: 10.1039/c3cp53871k. View

10.

Song Y, Ji E, Jeong B, Jung M, Kim E, Yoon D . High power laser-driven ceramic phosphor plate for outstanding efficient white light conversion in application of automotive lighting. Sci Rep. 2016; 6:31206. PMC: 4977504. DOI: 10.1038/srep31206. View

11.

Miki K, Fujita M, Inoue Y, Senda Y, Kowada T, Ohe K . Synthesis of strained pyridine-containing cyclyne via reductive aromatization. J Org Chem. 2010; 75(10):3537-40. DOI: 10.1021/jo1006202. View

12.

He P, Wang H, Yan H, Hu W, Shi J, Gong M . A strong red-emitting carbazole based europium(III) complex excited by blue light. Dalton Trans. 2010; 39(38):8919-24. DOI: 10.1039/c0dt00424c. View

13.

Lin H, Wang X, Li C, Li X, Tanabe S, Yu J . Spectral power distribution and quantum yields of Sm3+-doped heavy metal tellurite glass under the pumping of blue lighting emitting diode. Spectrochim Acta A Mol Biomol Spectrosc. 2006; 67(5):1417-20. DOI: 10.1016/j.saa.2006.10.039. View

14.

Yuan W, Lu P, Chen S, Lam J, Wang Z, Liu Y . Changing the behavior of chromophores from aggregation-caused quenching to aggregation-induced emission: development of highly efficient light emitters in the solid state. Adv Mater. 2010; 22(19):2159-63. DOI: 10.1002/adma.200904056. View

15.

Jia X, Yu H, Chen J, Gao W, Fang J, Qin Y . Stimuli-Responsive Properties of Aggregation-Induced-Emission Compounds Containing a 9,10-Distyrylanthracene Moiety. Chemistry. 2018; 24(71):19053-19059. DOI: 10.1002/chem.201804315. View

16.

Xia Z, Meijerink A . Ce-Doped garnet phosphors: composition modification, luminescence properties and applications. Chem Soc Rev. 2016; 46(1):275-299. DOI: 10.1039/c6cs00551a. View

17.

Zhao C, Ng T, ElAfandy R, Prabaswara A, Consiglio G, Ajia I . Droop-Free, Reliable, and High-Power InGaN/GaN Nanowire Light-Emitting Diodes for Monolithic Metal-Optoelectronics. Nano Lett. 2016; 16(7):4616-23. DOI: 10.1021/acs.nanolett.6b01945. View

18.

Wang R, Wei X, Qin L, Luo Z, Liang C, Tan G . Red Light-Emitting Diode Based on Blue InGaN Chip with CdTe S Quantum Dots. Nanoscale Res Lett. 2017; 12(1):59. PMC: 5307408. DOI: 10.1186/s11671-016-1814-x. View